{(S)-1-[(4S,5S)-4-Benzyl-2,2-dimethyl-5-(2-trimethylsilanylmethyl-allyl)-oxazolidine-3-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester | 178427-88-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: {(S)-1-[(4S,5S)-4-Benzyl-2,2-dimethyl-5-(2-trimethylsilanylmethyl-allyl)-oxazolidine-3-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester
• CAS: 178427-88-8
• 化学式: C₂₉H₄₈N₂O₄Si
• 分子量: 516.797
• InChiKey: IXINEMWHRVXQGE-SDHOMARFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  36.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  {(S)-1-[(4S,5S)-4-Benzyl-2,2-dimethyl-5-(2-trimethylsilanylmethyl-allyl)-oxazolidine-3-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester 在 chromium dichloride 、 溴 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 6.0h， 生成 ((S)-1-{(4S,5S)-4-Benzyl-5-[(4R,5S)-5-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-4-hydroxy-2-methylene-6-phenyl-hexyl]-2,2-dimethyl-oxazolidine-3-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  CrCl2 Mediated addition of allylic halides or phosphates to N-protected α-amino aldehydes. Stereocontrolled synthesis of a new core for C2 symmetric HIV-protease inhibitors

  摘要：

  The addition of gamma-monosubstituted allylchromium(lll) reagents to N-protected alpha-amino aldehydes proceeds in a stereoconvergent manner in contrast with the case of the unsubstituted reagents, where the stereoselectivity depends on the nature of the group bonded to the nitrogen. The chromium(III) reagent derived from 3-chloromethyl-2-trimethylsilyl-1-propene was used to prepare a C-2 symmetric HIV-protease inhibitor. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00258-x
• 作为产物：
  描述：

  Boc-Val-Phe-CHO 在 chromium dichloride 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 {(S)-1-[(4S,5S)-4-Benzyl-2,2-dimethyl-5-(2-trimethylsilanylmethyl-allyl)-oxazolidine-3-carbonyl]-2-methyl-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  CrCl2 Mediated addition of allylic halides or phosphates to N-protected α-amino aldehydes. Stereocontrolled synthesis of a new core for C2 symmetric HIV-protease inhibitors

  摘要：

  The addition of gamma-monosubstituted allylchromium(lll) reagents to N-protected alpha-amino aldehydes proceeds in a stereoconvergent manner in contrast with the case of the unsubstituted reagents, where the stereoselectivity depends on the nature of the group bonded to the nitrogen. The chromium(III) reagent derived from 3-chloromethyl-2-trimethylsilyl-1-propene was used to prepare a C-2 symmetric HIV-protease inhibitor. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0040-4020(96)00258-x